O-Desmethylindomethacin (BioDeep_00000054132)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


2-[1-(4-chlorobenzoyl)-5-hydroxy-2-methyl-1H-indol-3-yl]acetic acid

化学式: C18H14ClNO4 (343.0611)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 26.38%

分子结构信息

SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)O)CC(=O)O
InChI: InChI=1S/C18H14ClNO4/c1-10-14(9-17(22)23)15-8-13(21)6-7-16(15)20(10)18(24)11-2-4-12(19)5-3-11/h2-8,21H,9H2,1H3,(H,22,23)

描述信息

O-Desmethylindomethacin is a metaboite of Indomethacin. Indomethacin is metabolized in humans by O-demethylation, and by acyl glucuronidation to the 1-O-glucuronide. Indomethacin and O-desmethylindomethacin may be glucuronidated in the kidney. Probenecid is a known substrate for renal glucuronidation. If indomethacin is glucuronidated in the human kidney like probenecid, then this glucuronidation might be reduced or inhibited under probenecid co-medication. (PMID: 8156046)

同义名列表

6 个代谢物同义名

2-[1-(4-chlorobenzoyl)-5-hydroxy-2-methyl-1H-indol-3-yl]acetic acid; [1-(4-chlorobenzoyl)-5-hydroxy-2-methylindol-3-yl]acetic acid; 5-Hydroxyindomethacin sulfate(1:1); O-Desmethylindomethacin; Desmethyl-indomethacin; 5-Hydroxyindomethacin



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Tamorah Lewis, Leon Van Haandel, Allison Scott, J Steven Leeder. Intensive and prolonged urine collection in preterm infants reveals three distinct indomethacin metabolic patterns: potential implications for drug dosing. Pediatric research. 2018 09; 84(3):325-327. doi: 10.1038/s41390-018-0051-7. [PMID: 29967531]
  • Shiow-Jyi Wey, Michael E Augustyniak, Edward D Cochran, James L Ellis, Xinqin Fang, David S Garvey, David R Janero, L Gordon Letts, Allison M Martino, Terry L Melim, Madhavi G Murty, Steward K Richardson, Joseph D Schroeder, William M Selig, A Mark Trocha, Roseanne S Wexler, Delano V Young, Irina S Zemtseva, Brian M Zifcak. Structure-based design, synthesis, and biological evaluation of indomethacin derivatives as cyclooxygenase-2 inhibiting nitric oxide donors. Journal of medicinal chemistry. 2007 Dec; 50(25):6367-82. doi: 10.1021/jm0611861. [PMID: 17994684]
  • Ying-Yin Li, Hao-Shu Wu, Lei Tang, Chu-Rui Feng, Juan-Hong Yu, Yu Li, Yu-She Yang, Bo Yang, Qiao-Jun He. The potential insulin sensitizing and glucose lowering effects of a novel indole derivative in vitro and in vivo. Pharmacological research. 2007 Oct; 56(4):335-43. doi: 10.1016/j.phrs.2007.08.002. [PMID: 17889553]
  • Aaron N Hata, Terry P Lybrand, Lawrence J Marnett, Richard M Breyer. Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2. Molecular pharmacology. 2005 Mar; 67(3):640-7. doi: 10.1124/mol.104.007971. [PMID: 15563582]
  • B K Yamamoto, S Novotney. Regulation of extracellular dopamine by the norepinephrine transporter. Journal of neurochemistry. 1998 Jul; 71(1):274-80. doi: 10.1046/j.1471-4159.1998.71010274.x. [PMID: 9648875]
  • S Zhen, R V Gallo. The role of norepinephrine in mediating luteinizing hormone release in response to blockade of kappa-opioid receptors in the medial preoptic area. Brain research. 1995 Nov; 698(1-2):121-9. doi: 10.1016/0006-8993(95)00874-p. [PMID: 8581470]
  • T B Vree, M van den Biggelaar-Martea, C P Verwey-van Wissen, E W van Ewijk-Beneken Kolmer. Probenecid inhibits the glucuronidation of indomethacin and O-desmethylindomethacin in humans. A pilot experiment. Pharmacy world & science : PWS. 1994 Feb; 16(1):22-6. doi: 10.1007/bf01870935. [PMID: 8156046]
  • T B Vree, M van den Biggelaar-Martea, C P Verwey-van Wissen. Determination of indomethacin, its metabolites and their glucuronides in human plasma and urine by means of direct gradient high-performance liquid chromatographic analysis. Preliminary pharmacokinetics and effect of probenecid. Journal of chromatography. 1993 Jul; 616(2):271-82. doi: 10.1016/0378-4347(93)80395-k. [PMID: 8376508]
  • T Yoshida, Y Gomita, R Oishi. Effect of cigarette smoke on pharmacokinetics of oral, intrarectal, or intravenous indomethacin in rats. Naunyn-Schmiedeberg's archives of pharmacology. 1991 Oct; 344(4):500-4. doi: 10.1007/bf00172592. [PMID: 1766476]
  • P C Smith, L Z Benet. High-performance liquid chromatographic method for the determination of indomethacin and its two primary metabolites in urine. Journal of chromatography. 1984 Mar; 306(?):315-21. doi: 10.1016/s0378-4347(00)80893-2. [PMID: 6715469]
  • P Guissou, G Cuisinaud, J Sassard. Gas chromatographic determination of indomethacin and its O-desmethylated metabolite in human plasma and urine. Journal of chromatography. 1983 Oct; 277(?):368-73. doi: 10.1016/s0378-4347(00)84860-4. [PMID: 6643623]